95969-84-9Relevant academic research and scientific papers
Solvent-free addition of ethynylbenzene to ketones
Miyamoto,Yasaka,Tanaka
, p. 185 - 186 (2001)
The addition of ethynylbenzene to ketones proceeded efficiently in the absence of a solvent to give tertiary alkynols in good yields.
Rhodium-Catalyzed and Chiral Zinc Carboxylate-Assisted Allenylation of Benzamides via Kinetic Resolution
Mao, Ruxia,Zhao, Yanliang,Zhu, Xiaohan,Wang, Fen,Deng, Wei-Qiao,Li, Xingwei
supporting information, p. 7038 - 7043 (2021/09/18)
Enantioenriched allenes are important building blocks. While they have been accessed by other coupling methodologies, enantioenriched allenes have been rarely obtained via C-H activation. In this work, kinetic resolution of tertiary propargyl alcohols as an allenylating reagent has been realized via rhodium(III)-catalyzed C-H allenylation of benzamides. The reaction proceeded efficiently under mild conditions, and both the allenylated products and the propargyl alcohols were obtained in high enantioselectivities with an s-factor of up to 139. The resolution results from bias of the two propargylic substituents and is assisted by a chiral zinc carboxylate additive.
Acid catalysed rearrangement of isobenzofurans to angularly fused phthalides
Chinta, Bhavani Shankar,Gandhi, Soniya,Baire, Beeraiah
supporting information, p. 4715 - 4719 (2019/05/24)
An acid catalysed, cascade process for the construction of angularly fused polycyclic phthalides from isobenzofurans under transition metal free conditions has been reported. This process is very general for diverse gem-disubstituted isobenzofuran substrates. Control experiments supported the mechanism as the nucleophilic attack of the carboxylate onto the acid activated furan ring for the simultaneous ring closing-ring opening cascade followed by dehydration. This method serves as a greener alternative for the synthesis of angularly fused polycyclic phthalides.
Bronsted acid catalyzed cyclization of propargylic alcohols with thioamides. Facile synthesis of Di- and trisubstituted thiazoles
Zhang, Xiaoxiang,Teo, Wan Teng,Sally,Chan, Philip Wai Hong
supporting information; experimental part, p. 6290 - 6293 (2010/11/18)
Figure presented. A general and efficient method to prepare 2,4-di- and trisubstituted thiazoles via p-TsOH·H2O-catalyzed cyclization of trisubstituted propargylic alcohols with thioamides is described. The reaction was accomplished in moderate to excellent product yields under mild conditions that did not require the exclusion of air and moisture and offers an operationally simplistic and convenient route to this synthetically useful aromatic heterocycle.
Ytterbium(III) triflate catalyzed tandem friedel-crafts alkylation/hydroarylation of propargylic alcohols with phenols as an expedient route to indenols
Zhang, Xiaoxiang,Teo, Wan Teng,Chan, Philip Wai Hong
supporting information; experimental part, p. 4990 - 4993 (2009/12/28)
A method to prepare indenols efficiently by ytterbium(III) triflate catalyzed tandem Friedel - Crafts alkylation/hydroarylation of propargylic alcohols with phenols is described. The reaction was accomplished In moderate to excellent yields and regioselectivity under mild conditions and offers a straightforward and convenient one step synthetic route to bioactive indenols and its derivatives.
SUBSTITUTION OF THE HYDROXYL GROUP IN ACETYLENIC ALCOHOLS BY HYDROGEN
Libman, N. M.,Shandybina, O. N.
, p. 2290 - 2293 (2007/10/02)
Tertiary α-alkynols containing at least one phenyl group at the acetylenic carbon atom are reduced by trialkyl- and triarylsilanes in the presence of trifluoroacetic acid to the corresponding acetylene hydrocarbons.
